Reaktion #47938

Reaktionsgleichung

(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane

1-bromo-3-chloropropane

→

title compound

(1S,5R)-3-(3-chloropropyl)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane

Lösungsmittel

THF

diisopropylethylamine

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe resulting mixture was heated
2. 2
   Temperaturat reflux for 3 hours
3. 3
   Waschenwashed twice with a saturated solution of NH4Cl in water (20 mL) and once with a saturated solution of NaHCO3 in water (20 mL)
4. 4
   Trocknendried over anhydrous Na2SO4
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe crude product was purified by silica gel chromatography
7. 7
   Wascheneluting with cyclohexane/EtOAc 7:3

Vorschrift

To a solution of (1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane (P1, 1.00 g) in dry THF (5 mL), diisopropylethylamine (2.4 mL) and 1-bromo-3-chloropropane (3.7 mL) were added and the resulting mixture was heated at reflux for 3 hours. After cooling at room temperature it was diluted with ethyl acetate (30 mL) washed twice with a saturated solution of NH4Cl in water (20 mL) and once with a saturated solution of NaHCO3 in water (20 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by silica gel chromatography eluting with cyclohexane/EtOAc 7:3 to give the title compound as a colourless oil (1.26 g).

Quelle